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A redox-neutral synthesis of ketones by coupling of alkenes and amides

Author

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  • Jing Li

    (University of Vienna)

  • Rik Oost

    (University of Vienna)

  • Boris Maryasin

    (University of Vienna
    University of Vienna)

  • Leticia González

    (University of Vienna)

  • Nuno Maulide

    (University of Vienna)

Abstract

The direct synthesis of ketones via carbon–carbon bond formation represents one of the most important challenges in organic synthesis. Hydroacylation of alkenes offers perhaps the most efficient and atom-economical approach for the preparation of ketones employing carbonyl compounds and alkenes as feedstocks. State-of-the-art hydroacylation is typically achieved by a transition metal-catalysed coupling of an aldehyde and an alkene but is plagued by competing decarbonylation, requiring the installation of directing groups in the aldehyde reactant. Herein, we present a method for the hydroacylation of alkenes employing amides in a metal-free regime, proceeding by a new mechanism and offering orthogonal reactivity to the conventional, metal-catalysed alternatives.

Suggested Citation

  • Jing Li & Rik Oost & Boris Maryasin & Leticia González & Nuno Maulide, 2019. "A redox-neutral synthesis of ketones by coupling of alkenes and amides," Nature Communications, Nature, vol. 10(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-10151-x
    DOI: 10.1038/s41467-019-10151-x
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